Key West Vacation

By anonymous

Published on Feb 27, 1998

Encounters

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There is nothing like a vacation to free inhibitions and explore new territory. It took 20 years of marriage to get us to Key West and only 3 hours into our vacation to discover a new world.

Bobbi and I had to fly down to Florida to tend to some family matters. We decided to extend our trip by driving down to the Conch Republic. The drive down was wonderful, beautiful and relaxing. Watching the sunset as we drove heightened our excitement. As we had spent the last few days in various condos with nosy relatives, we hadn't been able to find the privacy needed for serious pleasure and so we allowed our desire to build. Along our drive, we frequently felt each other up. We were like newlyweds, all giggly and goofy.

Finally, at mid evening, we pulled into Key West and into our luxurious hotel. The hotel was a quiet spot with a private beach on the Atlantic side, very close to the Southernmost Point of the United States. I was a little worn from the drive and so we left the unpacking, grabbed our swimsuits and headed for the pool and jacuzzi. As we reached the pool, we saw two hotel employees closing down the area for the night. As we approached, I studied the female. Her hotel uniform could not hide the fact that she sported a fine form. Olive, a pretty girl in her mid-twenties, suggested that we could use the facilities of the health spa for a little while. Raphael, a light-skinned, handsome and tall hispanic man said that we had about a half hour before they made their rounds. Smiling, he added that officially the health spa was closed and that Bobbi and I could have privacy.

Racing into the spa, we jumped into the sauna immediately. As we were alone, we shucked our suits and allowed the dry heat to open our pores. Groaning together, we lightly touched each other as the perspiration built. Ten minutes later and very sweaty, we leaped in a shower, hurriedly lathered each other, showered off and jumped into the jacuzzi. I melted into the hot bubbling water, my sore back facing one of the jets. I closed my eyes and groaned in appreciation. Bobbi, too, was lost in bliss. I could have drifted forever when I felt Bobbi's palm fondle and squeeze my dick. Instantly, it rose to the occasion. Bobbi rolled it between her beautiful breasts and began to tit-fuck me. It took only a few moments for my pent-up excitement to release streams of cum into the bubbles. "Oh, I needed that," I said as I felt my entire body loosen up another notch. "Well, it's my turn and I need it badly, too," she said as slid her body along mine. "It will be my pleasure," as I rolled her over and planted my face in her bosom. As fortune would have it, at that precise moment Olive strolled into the jacuzzi room. I jumped but Olive just smiled and said, "Oh, I see that you've been making good use of the tub already. Have you both cum?" I was startled at her forthrightness and I guess I began to studder. Both she and Bobbi began to laugh at my discomfort. Olive began to remove her hotel uniform. "This is Key West," she said, "everything goes and everybody is welcome." I watched intently as the petite girl stripped. Completely tan, her small nipples stood out from her small yet perky tits. Her pussy was artfully trimmed in a thin vertical line. Her ass was perfect. "So, you didn't answer me?" Bobbi offered that she had relieved me but that I was just getting down to her when she arrived. Olive just smiled and dipped into the bubbling tub with a sensual moan.

Changing the subject, she asked us about our trip. We spent several minutes in small talk. During this time, Olive had begun to rub Bobbi's back commenting on how tight she was. Offering that she was a professional masseuse, she pointed to the massage table on the opposite side of the room. Bobbi, who loves to be massaged more than anything, jumped at the opportunity. Easing out of the tub, Olive commented on how good Bobbi's body was. After three kids, Bobbi still has a youthful figure with no sag for 36Cs. Olive dressed the table with a large towel and oiled up her hands. Bobbi sprawled out on her stomach and closed her eyes as Olive began to rub and manipulate her body. Meanwhile, I'm still in the tub taking in every inch of this naked Venus rubbing my equally naked wife. My dick began to stiffen again.

"You know, you really should have locked the door." Raphael entered smiling. Telling Olive that he had completed the lock-down and had reported in to the main office, he said the spa was locked as well. "Do you mind?" he said as he stripped down. "Not at all," I said as I took in his very large and very thick tool. I stared at his uncut penis which had to hang at least 8 inches soft. Looking over at Bobbi, her eyes were bulging. Bobbi had never known any other men besides me. She had never even seen another penis before beside our son's. In fact, her entire sexual experience was with me and me alone. As Raphael slipped into the tub and began to smooth out, my mind considered the possibilities. I lay deep in the pool but each time I floated up, my dick rose like a periscope. Raphael just smiled.

I looked up at Bobbi. Her eyes were closed. Olive's strong hands ran up and down her body. She worked her legs and her thighs. Olive ran more oil along Bobbi's lower back. Her hands moved along Bobbi's ass and into her crotch. Her motions repeated several times. To my amazement, Bobbi let out a little moan and spread her legs. This went on for a few minutes until Olive instructed Bobbi to roll over. Bobbi just rolled over with a blissed out look on her face. I was jolted from the scene when I felt Raphael's strong hands rub my shoulder blade. "You know, I can give a mean massage, too." I placed my hand on his arm and said, "I'm game." "Good," he said, "let me move a table over."

As he pulled a table alongside Bobbi's table, I got out and toweled off. My hard cock pointed the way over to the table and I watched as Olive worked Bobbi's feet, her favorite massage location. She had a totally relaxed look to her face, she was so at peace. Raphael patted the table and I lay down on my stomach. It took a moment and a few laughs as I tucked my hard nine inches under me. I let Raphael's strong hands have their way over me. I melted in his touch. I looked over at Bobbi. Olive was now at Bobbi's head, leaning over her as she rubbed Bobbi's breasts in slow circular motions. Olive's breasts were rubbing along Bobbi's face. I saw Bobbi's tongue catch a pointy nipple and suck it into her mouth. Olive moaned ans she mashed her tits into my wife's eager face. Her hands flicked Bobbi's nipples and wandered further south.

My ass was now being oiled. Oil dripped down my crack to my balls. Raphael ran his palm down the crack, to my balls, back up to my asshole, again and again. "Enough already," I said as I rolled over. My dick sprang up and we laughed. Raph oiled his hands and run them up and down my pole. "Not yet," he laughed, "soon...but not yet!" He ran his hands up to my chest, then down my legs to my feet where he began to work in earnest. I watched his long cock bob against his body. It was inches from my hand. I wondered what it would feel like in my hand.

I looked back at Bobbi. Her legs were spread as Olive rubbed and diddled her clit. She swooned when Olive dipped her tongue into Bobbi. I knew Bobbi was nuts from this and almostly instantly she began to buck. I knew that Bobbi was cumming and couldn't hold back. She arched her back and started to buck wildly, her thighs clamped around Olive's head and her hands flailing. "Oooh." she cried out as her orgasm subsided. Olive got up and ran oil down Bobbi's pussy. Bobbi trembled and moaned. Olive continued to rub Bobbi down. Bobbi looked over at me and gave me her devilish smile, she seemed to be telling me that the night was young. I watched as she ran her hand along Olive's butt. Our eyes locked as I watched her knead and squeeze. Then she pulled Olive on top of her and they began to tongue kiss.

Raphael commented as to how beautiful it was, all of us getting it on. He walked to my side and began to lightly manipulate my cock. I rolled my hand off the side of the table and felt his sac hanging loose. His nuts was large and pendulous. I had never touched another man's joint before and I was most curious. I traced the length of it and felt the foreskin over the head. Raph wrapped his lips around my dick and began to lick the underside with the tip of his tongue. I began to stroke him. He got up on the table with his cock dangling in front of my face as he went down on me. Looking up, I saw his dickhead staring back at me but I closed my eyes as he sucked up and down in slow even strokes. His tongue played with the part of me where the dickhead meets the long vein below. It tickled and reactively, I arched my dick into hids face. I looked over at the women and they were in a sixty-nine too. I couldn't see Bobbi's head but I could tell that she was really working out on Olive because Olive was bucking and squirming. This scene gave me the courage to open my mouth.

My tongue slipped around the head. The soft spongy feel was different and not bad at all. Slowly, I sucked his cock in just enough to wrap my lips around the top of his shaft. Without letting up on me, he pushed his cock in further. I reached up to his balls and softly rubbed them. He began to rhythmically fuck my face. Then I heard the women begin to cum, first with little noises and then with grunts. I could feel my cum rising. Raphael could feel it too because he started to deep throat me. At the same time, his cock was pushing into my mouth and hitting my throat. I began to cum into his vacuum-cleaner mouth. My back arched as he sucked in harder. Shooting gobs into him, he squeezed every drop out of me. I responded my sucking him harder. He pushed his cock into me and started to shoot. As this was my first time, I couldn't swallow it and I began to gag. He pulled out, his cum overflowing and running down my chin. The next thing I know is that the women began to lick his cum from my face. Bobbi whispered to me, "This is amazing."

Moving back into the tub, we began to talk about what had just transpired. Both told us how they were bisexual and how they decided to make it with us immediately after our introductions. Bobbi was still feeling randy and she invited them up to our suite. We dressed and moved the party.

First thing I did upon entering the room was to roll a thick joint. I was toking on it and watching everyone undress. We moved onto the bed (thank God for king-size) and began to touch each other. Pretty soon I was driving my cock into Olive's tight little pussy while Bobbi sat and rocked on Raphael. The night was wonderful.

Our week in Key West was filled with sex...of all variations. Bobbi and I learned to take cock up our asses. Olive invited us to an orgy with five other bi couples. But these are adventures I will offer up in the future. Right now, I have to jerk off just from writing this one down.

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